Disazo coloring-matters and process of making the same.



' To all whom it may concern:

, and their metallic salts.

STATES PATEN ALBERT EDWARD GESSLER, or STATEN ISLAND, new YORK.

nisezo coLonmG-M'A'rrnns AND Paodnss or MAKING THE SAME.

1 ,281 ,938. R0 Drawing.

Be it known that I, ALBnnT EDWARD Gnssmm, a citizen of, the German Empire,

residing at Staten Island, borough of Rich mond, county of Richmond, and State of New York, have invented'certain new and useful "Improvements in Disazo Coloring-- Matters and Process of Making the Same,

'of which the following is a full, clear, and

exact specification.

My invention relates to the production of colormg matters .and refers particularly to the production of disazo coloring matters I have discovered that the salts of certain disazo coloring matters are insoluble in water, oil and organic solvents, and that the metallic salts of such coloring matters also ossess these valuable propcrties. They urther possess the quality of not being readily sublimed- My new coloring matters therefore, have valuable properties in both their sodium and .metallic salts.

My invention relates particularly to the alkali-metal and metallic salts of the disazo compound, producible by combining tetrazotized di-p-amido-ditolyl with naphtholmono-sulfonic acids 2:6 or 2:7.

1 The following is one method of producing my new coloring matters p Dissolve 25 parts of the sodium salt of naphthol-s'ulfonic'acid 2:6 in 2000 parts of water containing about 30 parts of ammonia (-28% NH and cool with ice to about 5 deg. C; Into this run, while well stirring, a

I solution made as follows:

. parts of di-p-amido-ditolyl are susended in a solutionof 9 :6 parts of sulfuric acid (97% 11,80 in 200 parts of water and cooled down with ice to about 5 deg.

G. Into this is introduced slowly an ice cooled solution of 8 parts of sodium nitrite in 80 parts of water and stirred for about I minutes, then filled up ,with ice water to 1500 parts. .After running this into above solution, the mixture is stirred until the combination is complete.

The dyestufi thus roduced can be washed, filtered and finishe as such, or it can be transformed into one of its metal compounds by simply adding to it before, or after,

Washing, a solution of a salt of a metal, as, for instance, byadding a solution of I Specification of Letterslatent.

i ng the formula alkali-metal Patented ca. 15, 1913.

Application filed December 20, 1917. Serial No. 208,051

parts offcopper sulfate in 400 parts of water, the resulting color being washed, filtered and finished.

The naphthol-sulfonic acid 2 :6 in the above example, may be replaced by an equal amount of naphthol-sulfonic acid 2 :7.

The coloring matters thus formed. are most probably the salts of a compound hav- N=N-T -N=N in which T represents the radical of di-p-- ar'nido-ditolyl, A represents a salt of the radical of the naphthol-mono-sulfonic acid and N represents nitrogen.

The alkali metal salts and the metallic salts are characterized by their insolubility in water, oil and organic solvents. Concentrated sulfuric acid produces a bright green-blue color, and reducing agents pro- I sulfonic acid.

2. The process of producing a salt of a disazo coloring matter which comprises combining the tetrazotiz'ed compound of di-pamido-ditolyl with a naphthol-mono-sulfonic acid and converting the salt thus formed into a metallic salt of the coloring matter.

3. The process ofproducing a salt of a disazo coloring matter which comprises combining the tetrazotized compound of di-pamido-ditolyl with a naphthol-mono-sulfonic acid and converting the salt thus formed into the copper salt of the coloring 'matter. 1

4:. The process of producing a salt of disazo coloring matter which comprises combining the tetrazotized compound of (li-pamido-ditolyl with naphthoimono-snlfonio acid 2:6.

5Q The process. of producing a salt of disazo coloring matter which comprises combining the tetrazotized compound of di-pamido-ditolrl with naphthol-inono-sulfonic acid 2 :6 and converting the salt thus formed into the copper salt of the coloring inatter.

6. The disazo color ng matter produciole' by combining the tetrazotlzed compound of di-p-aniido-ditolyl and a naphthol-inonosulfonic acld, whlch coloringmatter has most probably the following formula N l l-T-N:N l

A it in which T represents the radical of di-pamido 'ditolyl ,A- represents a salt of theradi 'al of naphthol-1nono-sulfonic acid and X represents nitrogen; which coloring matter is insoluble in water, oil and benzole, non-suhliniahle, forming a greenish-blue color with concentrated sulfuric acid and reducible to di-p-aniido-clitolyl and an amido-naphthol-sultonic-acid. v

7. The disazo coloringinatter producible h combining the tetrazotized compound of- (li-p-arnido-ditolyl and naphthol-1nono-sultonic acid 2:6, which coloring matter has most probably the following formula EzN-T-X h' I l I A A in which Ti represents the radical of di-p anndo-d1tol \'l, A represents asalt of the radical of naphthol-mono-sulfonic acid 2:6 and X represents nitrogen: which coloring matter is insoluble in water, oil and benzole, non-sublnnahie,

forming a greenish-blue color witl concentrated sulfuric acid and reamido-ditolyl, A represents a copper s ducible to di-p-arnido-ditoiyi and naphthol-snltomc acid 8. The disazo coloring matter proneihi 45 r by. combining the tetrazotized compound lrp-ainido-dltolyi and a HEPi'LiIhOl-XHORQ sultonic acid, which coloring matter has mo- 4 probably the following formula in which T represents the radicai of I in which '1 represents the rsclicai o amido-ditolyl, A represents a copper L the radical of naphthoirmono-sulfonic l. 2 :6 and N represents nitrogen; which coloring matter is insoluble-in Water, oil and benzo1e,non-subliinable, fanning a greenishblue color with concentrated sulfuric acid and reducible to di-p-amido-rlitol 'i and amidonaphthol-sulfonic acid :2 :6.

Signed at Staten Island, in the county Richmond and State of New York, this 18th day of December, 1917.

' ALBERT EDWARD GESSLER. 

